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Dibromomethane → 2-Furfurylimino-1,3-dithietane

HRID 1973575
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1973575
[CH2:1]([NH:7][C:8](=[S:10])[S-:9])[C:2]1[O:6][CH:5]=[CH:4][CH:3]=1.[CH2:11]([NH+](CC)CC)C.C(Br)Br.C(N(CC)CC)C.S1CCS1>CN(C)C=O>[CH2:1]([N:7]=[C:8]1[S:9][CH2:11][S:10]1)[C:2]1[O:6][CH:5]=[CH:4][CH:3]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 3024DibromomethaneHCID 8471TriethylamineHCID 123092831,2-DithietaneHCID 21453310Triethylammonium furfuryldithiocarbamate

Produkt 1

HCID 214532962-Furfurylimino-1,3-dithietane

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228Dimethylformamide
Lösungsmittel

Versuchsvorschrift

A mixture of 13.7 g. of triethylammonium furfuryldithiocarbamate, 10.5 ml. of methylene bromide, and 7.0 ml. of triethylamine in 100 ml. of dimethylformamide was stirred for several hours and then poured into ice-water. The oily product was partitioned into ether and the ether mixture was extracted with 3N hydrochloric acid. After extracting the acidic solution with methylene chloride, it was made basic with potassium hydroxide solution and re-extracted with methylene chloride. The methylene chloride mixture, after water washing, drying, and concentrating in vacuo afforded 4.9 g. of the desired dithietane as a yellow oil.

Aufarbeitung

  1. additionA mixture of 13.7 g
  2. customThe oily product was partitioned into ether
  3. extractionthe ether mixture was extracted with 3N hydrochloric acid
  4. extractionAfter extracting the acidic solution with methylene chloride, it
  5. extractionre-extracted with methylene chloride
  6. dry with materialThe methylene chloride mixture, after water washing, drying
  7. concentrationconcentrating in vacuo
  8. customafforded 4.9 g

Quellen und Nachweise

ORD-Eintrag
ord-cb184dfcc68f43e7838d7b7ada97fbf4
Quelldatensatz
uspto-grants-1976_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US03997668

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